São Mateus da Calheta Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top São Mateus da Calheta Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Shipyard Angra
CA $1,283
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Angra do Heroismo (TER)
9.6/10 Exceptional! (155 reviews)
Lovely modern hotel about 15 minute walk from the center of Angra. Having on-site secure parking was super convenient. The staff was very helpful. The breakfast very good. I would absolutely stay here again on a return trip and will recommend Shipyard to friends. I also had an excellent dinner in the restaurant.
Reviewed on Aug 25, 2026
Torel Terra Brava
CA $1,339
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Angra do Heroismo (TER)
10/10 Exceptional! (16 reviews)
Torel Terra Brava exceeded all expectations. The staff was phenomenal. The room was immaculate and the breakfast was the best I’ve had in years.
Reviewed on Aug 24, 2026
AngrA+
CA $1,695
per person
Oct 27 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Angra do Heroismo (TER)
10/10 Exceptional! (10 reviews)
Lovely apartment, spotlessly clean and staff very friendly and helpful. Town of Angra is very pretty, plenty to do for a week on the island.
Reviewed on Nov 8, 2025
Azores Book Hotel
CA $1,605
per person
Oct 27 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Angra do Heroismo (TER)
9/10 Wonderful! (9 reviews)
Nice comfortable Hotel, reasonably priced.
Staff are very helpful. The.pool and spa are a good bonus.
Location is excellent for walking.
Reviewed on Nov 17, 2025
Ready to book your vacation to São Mateus da Calheta?
São Mateus da Calheta Hotel Deals
Banana Eco Camp
Rua Quinta dona Joana Forjaz Angra do Heroismo Azores
Fully refundableReserve now, pay when you stay
CA $120
CA $153 total
Sep 17 - Sep 18
includes taxes & fees
9.6/10 Exceptional! (15 reviews)
"This was the cutest place! I wish we could’ve stayed for longer. The cabin was cozy but still had a decent amount of room for luggage. The bathrooms were super cool, taking a morning shower in the jungle was awesome. And they have a kitty! Would definitely recommend to anyone visiting."
Reviewed on May 19, 2026
Quinta do Abacate, Terceira Island
São Mateus da Calheta Região
CA $145
CA $191 total
Aug 27 - Aug 28
includes taxes & fees
10/10 Exceptional! (1 review)
Tranquilidade e natureza
"Muito agradável e tranquila !!!"
Reviewed on Aug 29, 2022
Quinta do Abacate
Canada Entre Picos Angra do Heroismo Açores
CA $138
CA $144 total
Sep 5 - Sep 6
includes taxes & fees
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Stay near popular São Mateus da Calheta attractions
Zona Balnear do Negrito
9.4/10 (18 reviews)
Commune with nature and explore the great outdoors at Zona Balnear do Negrito during your travels in São Mateus da Calheta.
beach near Biscoitinho
Why not spend a lazy afternoon at beach near Biscoitinho during your trip to São Mateus da Calheta?
What to do in São Mateus da Calheta
Terceira: Half-Day Island Tour with Cheese Tasting
CA $81
per adult
Terceira: Algar do Carvão Lava Caves Tour
CA $121
per adult
Frequently asked questions
How much does a São Mateus da Calheta vacation package cost?
You'll find cheap prices from CA $1,283 on Expedia for your São Mateus da Calheta getaway. However, factors like the length of stay, hotel choice and season will influence how much your vacation to São Mateus da Calheta costs.
What are the cheapest months to go to São Mateus da Calheta?
The off-season is the best time to travel to São Mateus da Calheta if you're trying to save. Another tip for getting cheap São Mateus da Calheta vacation packages? Avoid visiting during public holidays and any major festivals or events.
How many days is enough for São Mateus da Calheta?
To fully enjoy your São Mateus da Calheta vacation, we suggest booking for 3 days. Split your time between visiting Queijo Vaquinha, Municipal Gardens and other leading sights, as well as experiencing neighbourhoods like Nossa Senhora da Conceição and São Pedro. If you've got some spare time, add a day trip or tour to your São Mateus da Calheta vacation itinerary.
How to find the best São Mateus da Calheta package deals?
Landing a cheap São Mateus da Calheta package deal is a breeze with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your maximum budget, add some filters and browse what's available. You can personalize your search by "Amenities," "Property type," "Traveller experience" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly São Mateus da Calheta package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a São Mateus da Calheta vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll generally get a better deal than booking each component separately. And you'll still get the freedom to create a tailored São Mateus da Calheta vacation by choosing your favourite type of stay, airline and car class.
When to book a vacation package to São Mateus da Calheta?
Enjoy incredible discounts by booking your flights ahead of time with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for a spur-of-the-moment São Mateus da Calheta break.
How to plan a trip to São Mateus da Calheta?
- Choose when to travel: Check your schedule and get your bags packed. Your favourite season and the type of activities on offer will also help you decide when to visit São Mateus da Calheta.
- Budget wisely: Besides the price of your stay, you'll need to consider other expenses. These include flights, transportation and food. Also, put aside a little extra for unexpected expenses that may arise during your trip to São Mateus da Calheta.
- Decide how long to go for: Now that you're more familiar with São Mateus da Calheta, you can work out the right length of your vacation. Put together a rough itinerary and give yourself enough time to get through everything on your must-do list.
- Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a customized São Mateus da Calheta vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
